Holiday Rentals in Montauk, NY

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Montauk, NY holiday rentals
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689 Holiday rentals and Airbnb in Montauk, NY

Best family friendly Montauk, NY holiday rentals

Among the 689 accommodations in Montauk, NY, here are the 4 best family friendly rentals

Cozy Sun Drenched Beach Cottage Private Beach, Walk To Town, Hot Tub - Montauk, NY
10 29 reviews
Montauk, NY
21/07 – 28/07
1767 €/nightTotal: 12369 € (7 )

Cozy Sun Drenched Beach Cottage Private Beach, Walk To Town, Hot Tub

3 2
apartment , Montauk
This Hither Hills cottage is located 500 meters from a private beach and 1.2 kilometers from Montauk town centre, with Gurneys also within walking distance.
This 84 square meter holiday home accommodates up to six guests in three bedrooms, featuring a kitchen with a fridge, microwave, and dishwasher, air conditioning, a jacuzzi, a terrace, a garden, a spa, and parking.
New 5 Bdrm With Pool - Walk To Gosman's - Montauk, NY
10 55 reviews
Montauk, NY
18/09 – 21/09
2178 €/nightTotal: 6534 € (3 )

New 5 Bdrm With Pool - Walk To Gosman's

5 7
apartment , Montauk
This apartment is situated in the Soundview section of Montauk, just a short walk from Gosman's Dock and the harbour area, offering easy access to both the beach and the town centre. The property has received excellent user ratings, making it a popular choice for travellers.
This spacious five-bedroom home, spanning 279 square metres, comfortably accommodates up to 10 guests. The apartment boasts a range of amenities, including a private pool, a screened-in porch, an outdoor kitchen, and a chef's dream kitchen with stainless steel appliances, making it perfect for families or groups looking for a luxurious and relaxing getaway.
Waterfront Lake House - Montauk, NY
9.7 13 reviews
Montauk, NY
05/09 – 08/09
3948 €/nightTotal: 11844 € (3 )

Waterfront Lake House

1 5
apartment , Montauk
This six-bedroom house is located in Montauk, a short walk from Duryea's Lobster Deck and a rock beach on the bay.
The property boasts a heated swimming pool, a hot tub, a playground, and a Sonos sound system, making it ideal for families seeking a comfortable and entertaining stay.
Price Reduced Family Friendly, 3bd Centrally Located Home With Fenced In Yard - Montauk, NY
10 21 reviews
Montauk, NY
22/11 – 27/12
654 €/nightTotal: 22890 € (35 )

Price Reduced Family Friendly, 3bd Centrally Located Home With Fenced In Yard

3 2
apartment , Montauk
This Montauk lakefront property is situated less than 2km from Shadmoor State Park and the Hamptons beaches, also close to Fort Pond and Navy Park Road.
This 84 square metre house sleeps six guests in three bedrooms, two bathrooms, and boasts a jacuzzi, spa, tennis court, BBQ, and private garden, all within easy reach of local attractions.

Best Montauk, NY holiday rentals with a pool

Among the 689 accommodations in Montauk, NY, here are the 4 best rentals with a pool

Montauk Sunset At Your Fingertip! - Montauk, NY
10 5 reviews
Montauk, NY
21/07 – 28/07
770 €/nightTotal: 5390 € (7 )

Montauk Sunset At Your Fingertip!

1 2
apartment , Montauk
This waterfront flat is situated in Montauk, directly on Fort Pond Bay, just a short walk from the fishing pier and gazebo, offering a peaceful retreat close to the bay's scenic beauty. The property has received excellent ratings for its location, cleanliness, and overall experience.
The apartment sleeps up to four guests and features a queen bed, a pull-out couch, and a daybed. You'll have access to a fully equipped kitchen, a laundry room, a community pool and tennis court, and a spacious deck with stunning views of the bay.
Center Of Town - Ideal For Beach, Golf & Tennis - Montauk, NY
10 62 reviews
Montauk, NY
29/08 – 05/09
1106 €/nightTotal: 7742 € (7 )

Center Of Town - Ideal For Beach, Golf & Tennis

3 4
apartment , Montauk
This house is located in Montauk, within a mile of Montauk Downs State Park Golf Course and The Hamptons Beaches, and within 15 minutes of Lake Montauk and Montauk Downs State Park. It has received excellent user ratings and is perfect for families or groups of friends.
The property offers 167 square meters of living space, with three bedrooms, two bathrooms, and a capacity for eight guests. Amenities include a swimming pool, Jacuzzi, terrace, garden, parking, and a fully equipped kitchen, making it ideal for a relaxing and enjoyable stay.
Montauk Gem - Montauk, NY
Montauk, NY
24/06 – 26/06
1012 €/nightTotal: 2024 € (2 )

Montauk Gem

1 1
apartment , Montauk
This Montauk residence is located on a private one-acre plot, offering seclusion yet remaining a short drive from local attractions and activities.
This three-bedroom holiday home accommodates up to eight guests, featuring a newly renovated kitchen and bathroom, a heated swimming pool, a spacious deck, and a common room that sleeps an additional four people.
Unique Studio Apartment Overlooking The Ocean - Montauk, NY
9.6 28 reviews
Montauk, NY
30/06 – 02/07
589 €/nightTotal: 1178 € (2 )

Unique Studio Apartment Overlooking The Ocean

1 2
apartment , Montauk
This Plum studio apartment in Montauk is ideally situated within walking distance of Montauk's downtown area and the beach.
The self-catering unit sleeps three guests, boasting a queen-sized bed, a full-sized sleeper sofa, a well-equipped kitchenette, complimentary Wi-Fi, daily housekeeping, and access to a heated outdoor pool and private deck.

Frequently asked questions about holiday rentals in Montauk, NY

  • What are some interesting places to visit in or near Montauk, NY?

    Montauk Point Lighthouse is a must-see, offering stunning views of the Atlantic Ocean. For a taste of local history, visit the Montauk Historical Society Museum. If you're looking for a beach day, Ditch Plains is a popular spot for surfing and sunbathing.
  • What are the best Airbnb and holiday rentals in Montauk, NY?

    Duffy's On Lake Montauk 2, Ditch Plains Surf House and Starboard Fort Pond Montauk are among the best Airbnb and holiday rentals in Montauk, NY.

  • Which walking or cycling routes are the best in Montauk, NY?

    The Montauk Point State Park Loop Trail offers a scenic 8km walk or cycle with beautiful views. For a shorter ride, try the paved path along the Montauk Highway, which runs past the ocean and offers access to several beaches.
  • What are the most popular Airbnbs in Montauk, NY?

    Among the Airbnbs in Montauk, NY, Duffy's On Lake Montauk 2, Ditch Plains Surf House and Starboard Fort Pond Montauk are the most popular ones.

  • What sports or outdoor activites can visitors enjoy in and around Montauk, NY?

    Montauk is a haven for outdoor enthusiasts. You can go surfing at Ditch Plains, kayaking in the calm waters of the bay, or hiking the trails in the Montauk Point State Park. In the summer, you can even go whale watching.
  • What are the best holiday rentals with a pool in Montauk, NY?

  • What other towns or cities can be easily accessed from Montauk, NY?

    Montauk is located on the eastern tip of Long Island, so you can easily drive to other towns like East Hampton, Southampton, and Sag Harbor. You can also take a ferry to Shelter Island, a charming island with beautiful beaches.
  • What are the best rentals for families and kids in Montauk, NY?

  • What amenities are commonly available in vacation rentals in Montauk, NY?

    Most vacation rentals in Montauk offer basic amenities like Wi-Fi, air conditioning, and laundry facilities. Many also include kitchens, outdoor space, and private parking. Some even have hot tubs, swimming pools, and stunning ocean views.
  • What are the best rentals or Airbnbs with a jacuzzi in Montauk, NY?

  • What time of year is best to rent a vacation rental Montauk, NY?

    The best time to visit Montauk depends on your preferences. Summer is the most popular time, with warm weather and plenty of sunshine. However, if you prefer cooler temperatures and fewer crowds, spring or autumn is a good option.

Destinations nearby

Best Montauk, NY holiday rentals with a balcony

New Listing - Newly Renovated Beach Home - Short Walk To Beach And Town - Montauk, NY
10 23 reviews
Montauk, NY
01/10 – 01/01
811 €/nightTotal: 74612 € (92 )

New Listing - Newly Renovated Beach Home - Short Walk To Beach And Town

4 1
apartment , Montauk
This Montauk holiday home is situated just a kilometre from The Hamptons Beaches and South Edison Beach, making it ideal for a beach getaway. It's also within 1.6km of Fort Pond and Kirk Park Beach, offering plenty of options for exploring the area. This accommodation has consistently received excellent guest reviews, so you can be sure of a comfortable and enjoyable stay.
The property has four bedrooms and four bathrooms, providing ample space for up to eight guests. It also features a modern kitchen, a garden, a terrace, parking, and free Wi-Fi, ensuring a relaxing and convenient stay.
Last Minute Discount! \Nprivate Access Ocean Beach.perfect Home For Families! - Montauk, NY
10 63 reviews
Montauk, NY
27/06 – 04/07
984 €/nightTotal: 6888 € (7 )

Last Minute Discount! \Nprivate Access Ocean Beach.perfect Home For Families!

3 2
apartment , Montauk
This beachfront property is located in the heart of Montauk, just 3km from The Hamptons Beaches, Kirk Park Beach, and the Second House Museum, offering easy access to the area's attractions. The property has received excellent user ratings, making it a popular choice for travellers.
This spacious 3-bedroom house can comfortably accommodate up to 6 guests and features a 241 square meter floor area. The property offers a range of amenities, including a fully equipped kitchen, a terrace, a garden, a spa, a tennis court, and parking.
Newly Built 3 Story Home With Beach Parking Pass - Montauk, NY
9.8 41 reviews
Montauk, NY
18/09 – 21/09
1590 €/nightTotal: 4770 € (3 )

Newly Built 3 Story Home With Beach Parking Pass

6 7
apartment , Montauk
This three-storey house is located in Montauk, a short walk from the fishing harbour and restaurants, and just a two-minute drive from the beach. The property has an excellent user rating and is perfect for families or groups of friends looking for a luxurious and comfortable stay. This spacious home spans 409 square metres and comfortably accommodates up to 12 guests. The house provides a range of amenities, including a swimming pool, jacuzzi, spa, bar, garden, and parking, as well as a fully equipped kitchen, a billiard room, and a 3D 70-inch flat screen TV.
Hither Hills Beach Retreat; Walk To Ocean Beach & Town; Pool; Jacuzzi; Kid Ready - Montauk, NY
9.8 109 reviews
Montauk, NY
27/09 – 09/10
859 €/nightTotal: 10308 € (12 )

Hither Hills Beach Retreat; Walk To Ocean Beach & Town; Pool; Jacuzzi; Kid Ready

4 2
apartment , Montauk
This beach house in Montauk is located just 1.6 kilometres from The Hamptons Beaches, Kirk Park Beach, and Second House Museum, offering easy access to the area’s attractions. The property has received excellent user ratings, indicating a high standard of comfort and service.
The house spans 223 square metres and comfortably accommodates up to 12 guests. It features a private pool, a fenced yard, a playground, barbecue grills, a fully equipped kitchen, free Wi-Fi, and a fireplace, ensuring a relaxing and enjoyable stay.

Best Montauk, NY holiday rentals with parking

Spectacular Montauk Sunset In Gated Community - Perfect For Families! - Montauk, NY
10 10 reviews
Montauk, NY
22/11 – 27/12
622 €/nightTotal: 21770 € (35 )

Spectacular Montauk Sunset In Gated Community - Perfect For Families!

1 2
apartment , Montauk
This apartment is located in Montauk, just a short walk from the Hamptons beaches and 8 minutes from Shadmoor State Park, offering a fantastic location for exploring the area. The apartment has consistently received excellent user ratings, making it a popular choice for travellers.
The apartment offers one bedroom and one bathroom, accommodating up to six guests in its 60 square metres of space. Guests can enjoy a range of amenities, including a private terrace, a fully equipped kitchen, air conditioning, a swimming pool, a hot tub, and a sauna.
Warm, Inviting Beachhouse With Spa In Great Location Of Gorgeous Montauk! - Montauk, NY
10 1 review
Montauk, NY
25/07 – 01/08
1640 €/nightTotal: 11480 € (7 )

Warm, Inviting Beachhouse With Spa In Great Location Of Gorgeous Montauk!

6 3
apartment , Montauk
This six-bedroom house, situated in the Culloden Shores neighbourhood of Montauk, offers easy walking access to Block Island Sound, the docks, ferries, and local amenities including restaurants, bars, and shops.
The 215 square metre (2314 square feet) property boasts six bedrooms sleeping up to eleven guests, three bathrooms, a deck with grill, outdoor shower, a Caldera spa, and modern conveniences including Wi-Fi, multiple TVs with streaming capabilities, and a washing machine and dryer.
Beautiful Private Montauk House With Pool/hot Tub - Montauk, NY
10 3 reviews
Montauk, NY
21/07 – 28/07
2482 €/nightTotal: 17374 € (7 )

Beautiful Private Montauk House With Pool/hot Tub

1 2
apartment , Montauk
This modern four-bedroom house is located on a quiet country lane just a short distance from Ditch Plains Beach, South Lake and the marinas.
The property boasts a spacious open-plan living area, a gourmet kitchen with two dishwashers, a heated swimming pool, a hot tub, and a fire pit for outdoor entertaining.
Montauk Panoramic-  Luxury Home With Heated Pool -Game Room- Large Deck - Montauk, NY
10 21 reviews
Montauk, NY
01/10 – 01/01
1264 €/nightTotal: 116288 € (92 )

Montauk Panoramic- Luxury Home With Heated Pool -Game Room- Large Deck

4 1
apartment , Montauk
This four-bedroom Montauk property is situated near the Long Island Sound, a short cycle from Gosman's Restaurant and the Viking Ferry to Block Island.
The 279 square metre (approx. 2997 square feet) house boasts a heated pool, terrace, garden, parking, and sleeps eight guests, with amenities including a fully equipped kitchen, and is close to Montauk Point Lighthouse.
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